Day: September 18, 2021

Related Products of 785777-90-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 785777-90-4, name is 5-Bromo-4-(trifluoromethyl)pyrimidin-2(1H)-one, molecular formula is C5H2BrF3N2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The title compound was prepared using a modified procedure based on Ondi, L. et al., Eur. J. Org. Chem. 2 A mixture of 4-(trifluoromethyl)pyrimidin-2-ol (6.05g, 36.9mmol), KOAc (10.85g, 3eq.), acetic acid (80mL), and bromine (5.9g, leq.) was heated for 2h at 80 C. After being cooled to rt, the mixture was concentrated. The residue was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration, the crude white solid product (9.38g, quant, yield) was used for next steps without further purification. A mixture of 5-bromo-4-(trifluoromethyl)pyrimidin-2-ol (1.35g, 5.56mmol), POCI3 (15mL), and DMF(2 drops, cat. Amount) was heated for 2h at 80 C. The mixture was cooled to 0 C by ice/water bath. Some ice pellets were added to the stirred mixture (exotherm). After stirring for 20min. (the ice added should have melted), some sat. aq. NaHCC”3 (c.a. 15mL) was added carefully to neutralize some acid. The mixture was extracted with hexanes (3x). The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration (by rotavapor only The product is volatile), 5-bromo-2- chloro-4-(trifluoromethyl)pyrimidine, as a clear oil (1.32g, 91% yield) was used as crude for next steps without further purification.

According to the analysis of related databases, 785777-90-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138568; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7461-50-9, 2-Chloropyrimidin-4-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C4H4ClN3, blongs to pyrimidines compound. Formula: C4H4ClN3

To a glass vial was added (4-methoxyphenyl)boronic acid (0.15 g, 1.0 mmol), 2-chloropyrimidin- 4-amine (0.13 mg, 1.0 mmol), Pd(Amphos)2Cl2 (35 mg, 0.050 mmol), a 2M solution of Na2C03 (0.75 mL, 1.5 mmol) and acetonitrile (2.5 mL). The mixture was degassed by nitrogen bubbling for 20 min. The reaction vial was sealed and stirred at 110 C in an oil bath for 2 h. The reaction mixture was cooled to room temperature, filtered and concentrated. The crude product was purified by flash chromatography on silica to give the title compound (141 mg, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7461-50-9, 2-Chloropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 916420-27-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 916420-27-4, name is tert-Butyl 2,4-dichloro-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate, molecular formula is C12H15Cl2N3O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Benzyl 1-piperazinecarboxylate (1.268 mL, 6.575 mmol) and tert-Butyl 2,4-dichloro-5,6-dihydropyrido[3 4-d]pyrimidine-7(8H)-carboxylate (2 g, 6.575 mmol) were dissolved in dimethyl acetamide (10 mL) and treated with N-ethyl-N-isopropylpropan-2-amine (3.445 mL, 19.73 mmol). The reaction mixture was stirred at 85° C. for 2 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with water and brine, dried over MgSO 4, filtered and concentrated. The concentrate was purified by chromatography (CombiFlash , 0%-50% ethyl acetate:Hexanes as the eluent to provide the product (2.69 g, 83%). ES+APCI MS m/z 488.2, 490.2 [M+H] +.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 916420-27-4, tert-Butyl 2,4-dichloro-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate.

Reference:
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 37972-24-0, name is 2-Ethynylpyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C6H4N2

To a solution of 23lOOmg, 0.282mmo1) and 4(58.8mg, 0S65mmol) in 2OmL of Et3N was added Pd(PPh3)2Cl2 (991mg, 0Oi4minol) and Cul (538mg, 0O28minol). The mixture was protected with N2 atmosphere, then was heated at 70°C for 4 hours. TLC analysis showedcomplete conversion of starting material to a major product. The reaction mixture was then concentrated in vacua The crude product was purified by Prep-HPLC to give the target product Compound 123(22mg, yield: 23.59percent).LCMS: in/z 331 (M+H)?H NMR (400 MHz, CDCI3): 3 8.77 (d, 4.8 Hz, 2H), 7.92 (d, .J 2,4 Hz, 1H), 7.78-7.76 (m,2H), 7.34-7.32 (m, 2H), 729-726 (m, IH), 6.80 (d, J= 2.8 Hz, 111).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 37972-24-0, 2-Ethynylpyrimidine.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5305-59-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Step 1: Take a dry three-mouth reaction bottle and place the magnet.Add 4-amino-6-chloropyrimidine (1 eq), KI (0.5 eq),It was dissolved in absolute ethanol (35 mL).After stirring for 10 min on a magnetic stirrer, trifluoroacetic acid (200 mL) was added.activation. After about 1 h, add absolute ethanol (15 mL)The dissolved substituted aniline (0.8 eq) was reacted. Note that it should be added in the form of dropping to achieve the effect of long-term excessive reaction, and the dropping time is controlled at about 1 h. Step 2: The progress of the reaction and the reaction effect were examined by the TLC method. Generally, after 36 hours of reaction, the reaction is almost complete. After the reaction is completed, the solvent is dried in absolute ethanol, and then a certain amount of ethyl acetate is added to dissolve. First remove the acid with an appropriate amount of 20% sodium bicarbonate solution, then add a certain amount of 50% sodium chloride solution to extract the layer, collect the organic layer and spin dry to a certain amount, add an appropriate amount of anhydrous sodium sulfate, Water overnight.Step 3: suction filtration, sand making, weigh 15 to 20 times of the total amount of raw materials, and collect the product points through the column. Generally use petroleum ether: ethyl acetate = 2:1 to pass the first point (aniline point), petroleum ether: ethyl acetate = 1:1 to pass the second point (pyrimidine point), ethyl acetate Or methanol rushed out of the product point. The spin-dried product points were collected, dried in an oven, mass spectrometrically and nuclear magnetically verified.

According to the analysis of related databases, 5305-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wenzhou Medical University; Ye Faqing; Cheng Donghua; Han Chao; Pan Suwei; Pan Yaqian; Xie Zixin; (11 pag.)CN109053592; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1780-26-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.0047, as common compound, the synthetic route is as follows.

A mixture of 4,6-dichloro-2-methylpyrimidine (162 mg, 1 mmol) and 1-(2-ethanol)-ylpiperazine (260 mg, 2 mmol) was stirred in dichloromethane (40 mL) at room temperature overnight. After the nucleophilic substitution reaction, after TLC monitoring the reaction, The product 1c (218mg) was isolated through a silica gel column, a white solid, melting point: 72 C, The yield was 85% and the purity was 95%.

The chemical industry reduces the impact on the environment during synthesis 1780-26-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangdong University of Technology; Chen Huixiong; Yan Longjia; Li Yongliang; Deng Minggao; Chen Anchao; (25 pag.)CN110483493; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1119280-68-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1119280-68-0, name is 2-Chlorothieno[3,2-d]pyrimidine, molecular formula is C6H3ClN2S, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The intermediate 8 (1 equiv) and N-iodosuccinimide (3 equiv)were mixed in acetic acid and heated at 80 C for 24 h. The reactionwas then partitioned between water and EtOAc, and the aqueouslayer was extracted twice with EtOAc. The combined organic fractionswere washed with saline, dried over anhydrous Na2SO4, andfiltered. The filtrate was concentrated and purified using chromatographyto yield the intermediate 9.1H NMR (600 MHz, DMSO-d6)d 9.49 (s, 1H), 8.85 (s, 1H). MS (ESI) m/z(%): 296.5 [MH].

According to the analysis of related databases, 1119280-68-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Yixuan; Cheng, Maosheng; Hao, Chenzhou; Wang, Ruifeng; Wu, Tianxiao; Yang, Bowen; Yu, Sijia; Zhao, Dongmei; Zhao, Xiangxin; European Journal of Medicinal Chemistry; vol. 188; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 56621-89-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.56621-89-7, name is 5-Amino-2-methoxypyrimidine, molecular formula is C5H7N3O, molecular weight is 125.1286, as common compound, the synthetic route is as follows.

A solution of 2- methoxypyrimidin-5-amine (100 mg, 0.8 mmol) and activated molecular sieves 3A (60 mg) in DCE (2.0 mL) was treated with paraformaldehyde (144 mg, 4.8 mmol) and sodium triacetoxyborohydride (509 mg, 2.4 mmol). The resulting mixture was allowed to stir at room temperature for 18h, then filtered over a glass filter and the resulting crude mixture was washed few timeswith DCM. Removal of the solvent gave a crude product which was subjected to flash chromatography on neutral alumina gel Al2O3, pH = 7) eluting with DCM as solvent To give the compound as white solid in 31% yield: 1H NMR (400 MHz, DMSO-d6) delta 7.94 (s, 2H), 5.57 – 5.44 (m, 1H), 3.78 (s, 3H), 2.67 (d, J = 5.3 Hz, 3H).

Statistics shows that 56621-89-7 is playing an increasingly important role. we look forward to future research findings about 5-Amino-2-methoxypyrimidine.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; ISTITUTO GIANNINA GASLINI; FONDAZIONE PER LA RICERCA SULLA FIBROSI CISTICA – ONLUS; BANDIERA, Tiziano; BERTOZZI, Fabio; DI FRUSCIA, Paolo; SORANA, Federico; BERTI, Francesco; RODRIGUEZ GIMENO, Alejandra; CACI, Emanuela; FERRERA, Loretta; PEDEMONTE, Nicoletta; VICENTE GALIETTA, Luis Juan; (281 pag.)WO2018/167690; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17119-73-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2S, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Reference Synthesis Example 3 Synthesis of 4-chloro-6-methyl-2-(methylsulfonyl)pyrimidine (Compound III-7) 4-Chloro-6-methyl-2-(methylthio)pyrimidine (Compound IV-7) (2.0 g, 0.0114 mol) was dissolved in chloroform, m-chloroperbenzoic acid (5.64 g, (purity ca. 70%), 0.0114*2.0 mol) was added thereto and the solution was stirred for about 2 hours at room temperature. The reaction solution was partitioned between chloroform and saturated aqueous sodium hydrogen carbonate to separate an organic phase, which was then washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, concentrated, and thereafter, purified on silica gel column to obtain the compound (III-7). Yield: 2.25 g (95%). m.p. 67 to 70 C. 1 H-NMR (60 MHz, CDCl3, delta): 2.63(3H,s), 3.30(3H,s), 7.38 (1H,s).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 17119-73-2, 4-Chloro-6-methyl-2-(methylthio)pyrimidine.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5599770; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22536-61-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 22536-61-4 as follows.

A 3 L 3-necked round bottom flask was fitted with a reflux condenser, a temperature controller and a septum and was charged with 2-chloro-5-methylpyrimidine (81 mL, 778 mmol), potassium vinyltrifluoroborate (156g, 1167 mmol), triphenylphosphine (18.02 mL, 78 mmol), cesium carbonate (156 mL, 1945 mmol) and a large stir bar. Water (1565 mL) was addedand the mixture was stirred for several mm and then THF (244 mL) was added. Argon was bubbled through the mixture for 5 mm and then palladium (II) chloride (1.72 g, 38.9 mmol) was added. The reaction was further sparged with argon for 5 mins. The temperature was raised to 62 °C and stirring was continued to completion. The reaction was then cooled to RT and filtered through two Whatman GF/F filter cups, rinsing with ether. The mixture was transferred to a separatory funnel, and the layers were separated. The aqueous layer was further extracted with diethyl ether (4 x 200 mL). The organic layers were combined and dried over anhydrous MgSO4 and then filtered. The mixture was partially concentrated on the rotory evaporator at 20 °C and 115 torr for an extended period of time to give an orange liquid. The material was further purified by Kugelrohr distillation to isolate the title compound (65.4g, 70percent) as a light yellow oil. 1H NMR (400 MHz, CDC13) oe 2.31 (s, 3H), 5.68 (d,J10.56 Hz, 1H), 6.55 (d,J17.22 Hz, 1H), 6.86 (dd,J17.41, 10.56 Hz, 1H), 8.54 (s, 2H). LCMS-ESI (pos.)m/z:121.1 (M+H)t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-61-4, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia